In this episode of the Further Insights Podcast, host Andrew Schuster sits down with Greg Cangialosi, a serial entrepreneur and investor, for an engaging conversation about his journey through the worlds of email marketing, venture investing, community building, and health tech.

Greg shares his path from launching and selling Blue Sky Factory, a leading email marketing SaaS company, to co-founding Betamore, an entrepreneurial hub that shaped Baltimore’s startup scene. He also discusses his transition into healthcare technology with Twilight, a company dedicated to making life easier for caregivers of aging loved ones.

🔹 Topics Covered:

• The early internet days and how Greg built his first tech startup
• Lessons from bootstrapping and selling a company without venture capital
• How Betamore helped grow Baltimore’s startup ecosystem
• Insights from investing in and mentoring early-stage companies
• The role of AI in business and how it’s shaping healthcare
• The future of caregiving and why family health management needs innovation

This episode is a must-listen for founders, tech enthusiasts, and anyone navigating the healthcare system.